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The Unscheduled CEO

The Unscheduled CEO

Jonathan Courtney 84 Episodes Jun 30, 2026

The Unscheduled CEO is a podcast hosted by Jonathan Courtney, a hairy Irish businessman. It is a rambling, incoherent monologue with no interviews, production value, or editing. The host talks about nothing in particular for about an hour each episode. The podcast is a parody of business podcasts like The Diary Of A CEO.

Episodes

What nobody tells you about having kids as a CEO Jun 30, 2026 2779 Hey what’s up!In this week’s episode of Unscheduled I talk about what it’s like to run a business while being a fairly involved father. It’s a very complicated and nuanced topic that gets a lot of people VERY angry on the internet. My hope for this episode is to speak to the reality of what it’s like raising kids as an entrepreneur from both my perspective and my entrepreneur-friends perspectives.
Selling Was Hard Until I Understood This Concept Jun 23, 2026 2162 Guys… i’m BOILING over here.It’s the second heat wave of the summer here in Germany, 36°C in a country where almost nothing has air conditioning, so this is a short episode. But it’s a good one!Last week I talked about the ideal business model for a consultant. This week I want to talk about a concept that changed how I sell.For years I made selling harder than it needed to be, and then I understo
If I Knew This At 20 I'd Have Retired By 30 Jun 16, 2026 3631 Hey,this week I want to try something a little different with the pod: i’m adding an enhanced summary of the “main takeaway” of the episode for those of you who prefer to just get to the good stuff and skip the rest.Of course I still think you should listen to the full episode to get the context, or at least put it on in the background while you scan through this. But whatever way you like to cons
I pushed myself too hard this time... Jun 9, 2026 3796 My friends, I’m tired!After a long weekend camping with the family combined with a hospital visit… how do I still find the time to record a show? In this episode I talk about how I still get content out there even when I really don’t feel like it.Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduled
I Went Back to LinkedIn, It Was a Mistake (feat Jake Knapp!) Jun 2, 2026 6732 This week I sit down for a chat with my old friend Jake Knapp (the guy who wrote Sprint and lot’s of other great books!).We chat about the new Ferrari thing, AI, and then we realise that we both don’t know what the P in Chat GPT stands for…. Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.c
This Episode Will Make You Better At Sales TODAY May 26, 2026 5012 This is a pretty special episode with some very special guests!In this episode you will learn the absolute best way to improve your sales and marketing, and it’s NOT something you hear a lot of people talk about.Enjoy and let me know what you think!Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unschedul
I said no to $10 million... do I regret it? | EP #81 May 19, 2026 5709 It’s Tuesday AGAIN????This week talk about why I haven’t sold my company yet, whether I’m thinking about it and a huge offer I turned down.Hope you guys enjoy the show!Enjoy!Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
My plan to make $1,000,000 with my side hustle | The Unscheduled CEO 80 May 12, 2026 4103 ITS TUESDAY!And the podcast has a new look and feel this week (if you watch on Youtube anyways!)This week I talk about the plan to get Unscheduled as a brand to its first million in revenue. It’s going to be a long road, but it’s exciting to start something new again!Oh, and you can write into the show now too (more on that in the episode).Enjoy!Jonathan This is a public episode. If you would like
It's time for a change... | The Unscheduled CEO 79 May 5, 2026 1929 Hey listeners!This week’s episode of unscheduled is about my new focus at AJ&Smart… or outside of it. Lot’s to discuss and lots more in the coming weeks!ENJOY!Cheers,JonathanGet notified when a new episode drops:https://unscheduledceo.comMy active companies:AJ&Smart: https://www.ajsmart.comFacilitator.com: https://www.facilitator.comStudio: https://ajsmart.com/studioPartners: https://ajsmart.com/p
Voicenote: How I avoid burnout Apr 28, 2026 736 Hey all,Not in the mood to do a full pod this week so I recorded this little voicenote for you on my drive home today.Hope it tickles some of you.Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
I'm Lazy and Moody. Here's how I still get things done... Apr 21, 2026 2969 You guys know me by now.I’m a moody, inconsistent, chaotic motherfucker. But… I still get s**t done. A lot of s**t! Isn’t that weird?It’s even weird to me! Anyway, this episode is about how I actually manage to get myself to do stuff even though I barely know anybody lazier than me.Cheers and love,JonathanP.S. leave a comment so I know you’re paying attention you cuties!!!! This is a public episod
Do this and life gets 23% easier Apr 14, 2026 2923 Hey friends,I recorded a poddy about something I do that makes my life easier. A lot easier! Like… 23% easier i’d say.Enjoy!JonathanSummer Camp Mastermind Tickets: https://ajsmart.com/summercampGet notified when a new episode drops:https://unscheduledceo.comMy active companies:AJ&Smart: https://www.ajsmart.comFacilitator.com: https://www.facilitator.comStudio: https://ajsmart.com/studioPartners: h

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